Round: 60 Ground: Hardcourt outdoor
| ITF USA F28 | 2016/09/13 21:45 | Callahan, Hunter v Trombetta, Ty | 2-6,4-6 |
| ITF USA F27 | 2016/08/09 14:00 | Marc Polmans v Callahan, Hunter | 6-3,6-3 |
| ITF USA F27 Qual | 2016/08/07 13:30 | Callahan, Hunter v Ellefsen, Nils | 6-3,6-2 |
| ITF USA F26 | 2016/08/03 15:00 | King, Evan v Callahan, Hunter | 6-3,7-5 |
| USA F26, Singles Qualifying | 2016/08/01 16:50 | Callahan, Hunter v Felix Corwin | 7-5,7-6 |
| USA F26, Singles Qualifying | 2016/07/31 16:30 | Callahan, Hunter v Mwendwa Mbithi | 6-2,6-1 |
| ITF USA F22 | 2016/06/28 14:00 | Callahan, Hunter v Thai-Son Kwiatkowski | 4-6,1-6 |
| ITF USA F20 | 2016/06/23 21:15 | Pasha, Nathan v Callahan, Hunter | 6-3,7-6 |
| ITF USA F28 | 2016/09/10 17:00 | Sandkaulen, Tim v Smith, Errol | 6-3,6-4 |
| ITF USA F1 Qual | 2016/01/03 18:00 | Smith, Errol v Redlicki, Martin | 2-6,6-7 |
| ITF USA F1 Qual | 2016/01/02 20:30 | Kaster, Kaptan v Smith, Errol | 6-7,2-6 |
| USA F26, Singles Qualifying | 2014/09/20 16:00 | Goles Babic, Marko v Smith, Errol | 6-2,6-4 |